Stereospecific Synthesis Of N-acyl-(E)-vinyl-, dienyl-, And Enynylsulfoximines
A β-tosylvinylsulfoximine, 5, was used as the common starting point for the preparation of the title compounds. Treatment of 5 with “higher-order cuprates” or trialkylalanes (with a Pd(II) catalyst) afforded NTBDMS-(E)-vinylsulfoximines, whereas dienylsulfoximines and enynylsulfoximines were obtained by treatment with divinylalanes and alkynylalanes in a Pd(0)-catalyzed process. The N-pivaloyl derivative of each sulfoximine was readily prepared.
Robert S. Paley and Stephanie R. Snow , '91.
"Stereospecific Synthesis Of N-acyl-(E)-vinyl-, dienyl-, And Enynylsulfoximines".